4-Methylumbelliferyl b-D-lactoside
4-Methylumbelliferyl beta-D-lactoside is an analog of 4-methylumbelliferone and a fluorescent marker. It is used as a substrate for the determination of the binding constants of fatty acids with human serum albumin. 4-Methylumbelliferyl beta-D-lactoside binds to cell cytoplasm and cell culture, and has been shown to be a growth factor. The chemical species that bind to this compound have been determined by titration calorimetry, which is a technique that measures the heat released in reaction. These sequences are found in congenital amaurosis (a condition where there is an absence of rod cells) and skin papillomas (a benign tumor on the skin).
Fluorogenic probe of ?-lactosidase or combined galactosidase and glucosidase activities. Releases the bright blue fluorophore 4-methylumbelliferone (4-MU) in direct correlation to the ?-lactosidase enzyme activity contained in the sample (EX 385 nm, EM 502 nm, e = 16K).
CAS Number | 84325-23-5 |
Product Name | 4-Methylumbelliferyl-beta-D-lactoside |
IUPAC Name | 7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methylchromen-2-one |
Molecular Formula | C22H28O13 |
Molecular Weight | 500.45 g/mol |
InChI | InChI=1S/C22H28O13/c1-8-4-14(25)32-11-5-9(2-3-10(8)11)31-21-19(30)17(28)20(13(7-24)34-21)35-22-18(29)16(27)15(26)12(6-23)33-22/h2-5,12-13,15-24,26-30H,6-7H2,1H3/t12-,13-,15+,16+,17-,18-,19-,20-,21-,22+/m1/s1 |
InChI Key | PRTGXBPFDYMIJH-KSFLKEQHSA-N |
SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O |
Synonyms | 4-methylumbelliferyl beta-D-lactoside, 4-methylumbelliferyl lactoside |
Canonical SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O |
Isomeric SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O |
CAS No: 84325-23-5
Synonyms: MUL4-MU-b-D-Lactoside
MDL No: MFCD00083406
Chemical Formula: C22H28O13
Molecular Weight: 500.45 |
References:
1. Parry NJ, Beever DE, Owen E, Vandenberghe I, van Beeumaen J, Bhat MK,, Biochem., 2001, 353, p117 |